You have probably seen these styles of boots everywhere lately—and there’s a reason for that! These bestselling boots are ...

Every woman needs a sleek Chelsea boot in her wardrobe, and this one from Sperry is both stylish and comfortable. The classic round toe and ankle-high silhouette pairs effortlessly with high-waisted ...

Freda Salvador's Darla Chelsea boots feature a chunky, lightweight platform for ultimate walkability. This platform style ($495) is both rugged and chic. It’s crafted from 100% Italian leather ...

The 2976, which has been manufactured since the ’70s, is the brand’s hard-wearing Chelsea boot. The pair is handsome and understated, made from a smooth leather that’s more matte than patent ...

The Allen Edmonds Grafton Chelsea Boot is on sale for $230, a 53% discount from its normal price of $495. These classy boots are available in three colorways—brown leather, black leather ...

Learn more! Regardless, rich moms near and far have taken on the trend, pairing Chelsea boots with everything from jeans and leather pants to dresses and skirts. It’s a casual yet ultra-classy ...

The Leather Chelsea Round Toe Ankle Boots are a 'number three bestseller' for footwear and are being snapped up by eager shoppers.